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Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

Photo gallery for Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

Walkway toward the beach
Home away from home
The beach is across the street
Entrance to the beach
Almost there...

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
2 bedrooms1 bathroomSleeps 5700 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Rooms & beds

2 bedrooms (sleeps 5)

Bedroom 1

1 King Bed

Bedroom 2

3 Twin Beds

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Outdoor play area
Dining area

About this property

Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.

VRC16-000018

Cottage By the Sea is a (no smoking) Unit within the charming Sea Pirate condo complex located on a tranquil and desirable stretch of Gulf Drive in Holmes Beach, Florida. It is tucked away right across the street (less than 100 ft.) from the turquoise waters of the Gulf of Mexico and the expansive uncrowded and unspoiled white sands of Holmes beach.

This completely renovated, and beautifully decorated unit with new furniture and linens for the bedrooms, ceramic tile floors, and a new kitchen, new appliances, has 2 bedrooms and 1 bathroom and can accommodate comfortably five guests; sorry no pets allowed. Master bedroom has king size bed with Smart TV. In the 2nd bedroom, also with Smart TV, are 3 twin size beds.
The spacious living room is furnished with 2 leather sofas, and also has a Smart TV.

Amenities include dishes, cook ware, utensils, dishwasher, microwave, toaster, coffee maker, on-site coin operated laundry, linens, central air conditioning/heat, free cable TV, free Wi-Fi, BBQ grill, a spacious private (gated) patio to soak in more sunshine, and relaxation and for al fresco dining. A refreshing dip in the large, heated pool is just steps from your front door. One parking space is assigned to the unit, second car can be parked right behind or in a guest spot.

Provided at arrival
a. Bathroom:
shampoo, body wash, hand soap, TP (3 rolls), bath towels, wash cloths, hair dryer
b. Kitchen:
Dishwasher pods, trash bags, paper towels (1 roll), coffee, sugar, tea, various
spices.
c. Beach:
Beach towels (6)
Beach chairs (3)
Beach wagon
Beach umbrella
Beach toys for kids
Small cooler

Cottage By the Sea is within walking distance to shopping and restaurants where you'll find a full grocery store, pharmacy, beach shops, and restaurants - you can shop for souvenir items of choice and have dinner at any of the restaurants or you can take a sightseeing tour around Anna Maria Island on the free trolley making stops on the north side up to the historic Anna Maria Pier and southwards down to the historic Bridge Street in Bradenton Beach and further down to the Coquina Beach.

City of Holmes Beach Vacation Rental License: VRC16-000018
Max Occupancy: 5 Guests | Max Vehicles: 1
Quiet Hours: 10 p.m. - 7 a.m. - please respect your neighbors
Min stay requirements by city ordinance are 7 nights.

For security purposes, a Ring doorbell is present at the front door. There are no other cameras present in or outside the building or on the property. Monitoring of Ring is inactivated when guests are present.
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
The reservation will be canceled if second (or final) payment is not received by due date.
Travelers are strongly advised to purchase 'Cancel for any reason" travel insurance
Absolutely no smoking in the apartment. Violators are subjects to eviction.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property Registration Number Cnd5105153

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Holmes Beach

Located in Holmes Beach, this condo is near the beach. The area's natural beauty can be seen at Bradenton Beach and Coquina Beach. Fish Hole Adventure Golf and H2O Watersportz are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching.
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 2 min walk - 0.2 km
  • Anna Maria Sound - 6 min walk - 0.5 km
  • AMI Paddleboard Adventures - 6 min walk - 0.6 km
  • West Coast Surf Shop - 6 min walk - 0.6 km
  • Manatee Public Beach - 11 min walk - 1.0 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 26 min drive

Restaurants

  • ‪The Ugly Grouper - ‬3 min drive
  • ‪Anna Maria Island Beach Cafe - ‬10 min walk
  • ‪Wicked Cantina - ‬3 min drive
  • ‪Beach House Waterfront Restaurant - ‬4 min drive
  • ‪Smoqehouse - ‬3 min drive

Frequently asked questions

Does Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. on Jun 20, 2026 start from $255, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.?

Check-in begins at 3:00 PM.

What time is check-out at Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room.?

Check-out is at 10:00 AM.

Where is Sea Pirate Cottage By The Sea on Anna Maria Island, Smart TV in every room. located?

Situated near the beach, this condo building is within a 10-minute walk of Bradenton Beach, AMI Paddleboard Adventures, and West Coast Surf Shop. Anna Maria Sound and Manatee Public Beach are also within 10 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 240 out of 252 reviews
Rating 8 - Good. 12 out of 252 reviews
Rating 6 - Okay. 0 out of 252 reviews
Rating 4 - Poor. 0 out of 252 reviews
Rating 2 - Terrible. 0 out of 252 reviews

9.8/10

Cleanliness

8.0/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Elizabeth A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place - exactly as described. The proximity to the beach and heated pool were the highlights!
Stayed 8 nights in Dec 2025
Verified

10/10 Excellent

Richard B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was in contact week prior to our arrival and provided a complete listing of items available on the property. Kitchen totally equipped. Property decorated nicely and is spotless clean. Most enjoyable VRBO stay we have had.
Stayed 13 nights in Jan 2026
Verified

10/10 Excellent

Lori T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay so close to the beach & a great Host! Had a fantastic time on AMI
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Tracy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The condo was very clean, comfortable and has everything you need. The location couldn’t be better - so close to the beach and short walking distance to restaurants, grocery, shops and free trolley. Anna was great to deal with. Our second time on AMI at this location and we will be back!
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Ashley K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the perfect location!! This little condo had everything we needed and was absolutely the best!
Stayed 10 nights in Jul 2025
Verified

10/10 Excellent

Patrick S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay! Anna was a wonderful host - so helpful and kind. We loved the place so much we could have moved in! The beach is just steps away and shops are within walking distance. Truly a perfect vacation rental. Thank you, Anna, for a wonderful time
Stayed 11 nights in Sep 2025
Verified

10/10 Excellent

Trisha N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beach access was perfect. We felt the location was centrally located to all we wanted to do/see. Pool was nice.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Trenton K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

#1 on AMI

Hands down best place on AMI that we’ve stayed so far. Super clean, easy check in/check out process, excellent location, great host. Will stay again.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Kathleen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place very close to the beach

We had a great time at sea pirate 8. Everything we needed was there and the location couldn’t be any better. We really enjoyed our stay and will definitely return for future vacations.
Stayed 10 nights in Apr 2025
Verified

10/10 Excellent

Barry D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location on AMI

Perfect location to beach, shopping and groceries. Very clean place with all new beds and furniture,host answered all questions,would definitely stay again
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Lois B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place to stay

We usually come every year and it’s a great place and owner is great!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Madalyn V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for our family of 4, with kids ages 3&5. We loved the heated pool and being steps from the beach. Great location, within close walking distance to grocery and restaurants. Host was very responsive, as was the property manager. Will book again!
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Cory

Liked: Cleanliness, amenities, property conditions & facilities, communication
Condo was very clean, conveniently located, and would definitely stay here again.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

nate s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Easy check in, nice amenities, super location, nice efficient pool.
Stayed 4 nights in May 2024
Verified

10/10 Excellent

William C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sea Pirate

Wonderful place to stay on Holmes Beach!
Stayed 14 nights in Feb 2025
Verified

10/10 Excellent

Corey C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Perfect location on AMI Convenient to everything Clean, great pool and just as advertised
Stayed 4 nights in Apr 2023
Verified

10/10 Excellent

Carl F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Great location , clean space and the owner was easy to communicate with We will Return!
Stayed 7 nights in Sep 2023
Verified

8/10 Good

Eva A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great vacation

Location location location!
Stayed 7 nights in Sep 2024
Verified

10/10 Excellent

Amanda F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

This exceeded all of our expectations. Short walk to the beach. Was provided a wagon, umbrella, beach towels, toys for the kids, a cooler, beach chairs, and so much more. Couldn’t have asked for a better stay.
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Leslie

Liked: Cleanliness, property conditions & facilities, communication
Location was perfect. Short distance to the beach! Loved it!
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Cindy V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved our experience

The condo is a very nice place to stay. I would stay here again.
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Alina S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

Loved this location. Easy beach access!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Stephanie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely loved this cottage, location, and visit to Anna Maria Island. The cottage itself fit all the needs of our family of 5 (including our 7, 5, and 3 year olds). It was well equipped, clean, and had plenty of beach and pool necessities. It’s literally across the street from the public beach access and within walking distance of some shops and restaurants, making it easy to have a relaxing time. Anna, the host, was kind and hospitable. Would definitely recommend, we are still talking about going back!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Marla L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property!

The property was clean and very convenient to the beach! Will definitely stay again.
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Taryn P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

Wonderful place to stay! Great hosts and communication! Clean and so close to the beach! Definitely would recommend!
Stayed 7 nights in Aug 2024

About the host

Hosted by Anna

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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